Stereoselective functionalisation of SuperQuat enamides: asymmetric synthesis of homochiral 1,2-diols and alpha-benzyloxy carbonyl compounds

Stereoselective functionalisation of SuperQuat enamides: asymmetric synthesis of homochiral 1,2-diols and alpha-benzyloxy carbonyl compounds

Homochiral (E)- and (Z)-enamides derived from SuperQuat (S)-4-phenyl-5,5-dimethyl-oxazolidin-2-one undergo highly diastereoselective epoxidation upon treatment with dimethyldioxirane. Subsequent epoxide opening with meta-chlorobenzoic acid proceeds via a stereoselective SN1-type process, with retent...

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Bibliographic Details
Main Authors:	Aciro, C, Davies, S, Garner, A, Ishii, Y, Key, M, Ling, K, Prasad, R, Roberts, P, Rodriguez-Solla, H, O'Leary-Steele, C, Russell, A, Sanganee, H, Savory, E, Smith, A, Thomson, J
Format:	Journal article
Language:	English
Published:	2008

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